Holiday rentals in Dayton

Kick Cancers Ass With A Stay

Unique. For a Cause. Fun. A place where your stay truly counts! Your stay… Enjoy a night(s) away in an old grain elevator silo that now is home to a fully open concept layout with the most comfortable bed, a soaking tub of your dreams, handmade exposed copper piping & every detailed covered for the perfect getaway! The Cause… 20% of every nights stay goes to Pink Ribbon Good helping local ladies fight cancers. On Site… Coffee & Ice Cream Shop Axe Throwing Sand Volleyball Yard Games Boutiques

South Park Guest House

Historic South Park guesthouse. Built as the center of 3 sisters, this 1920 shotgun cottage and its neighbor to the right were bought by me, a neighborhood activist, who stripped them both down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings with skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows, new doors, and Berber carpet. Owned by a Certified Service Disabled Vet.

The Carriage House in the Heart of Uptown

The Carriage House. Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, the Carriage House blends timeless character, with modern style & comfort, making it one of Centerville’s true hidden gems. Just steps from Uptown local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Tranquil Nest - Family Home with Spa Tub

Nestled in a wooded neighborhood, our home, ideal for family or friends, is just minutes away from I-75, local dining, entertainment, downtown Dayton, and Dayton International Airport. Enjoy a spacious backyard, a fully-equipped eat-in kitchen, a dedicated workspace, and an attached two-car garage. Unwind in one of the three plush bedrooms, one boasting an en-suite with a jacuzzi tub and seated shower. Experience comfort and convenience at our charming retreat. We look forward to hosting you!

Oak Street Place in Historic South Park District

This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

Granny Chic Home. UD area. No cleaning fee. Unique

Helen's House is ideally located in Southeast Dayton near the I-75 interchange. Just 1.5 miles from the city center. Close to the University of Dayton Campus, Wright Patterson Air Force Base, the historic Woodland Cemetery. Grocery stores and restaurants are 2-10 minutes from the home. Built in 1900 with original woodwork and wallpaper, we offer the ultimate Granny Chic experience and a step back in time. Helen's House is perfect for couples, adventurers, business travelers, and families.

Luxury & Wellness

Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

Walk To Oregon District -Perfect For Family Groups

Located in the vibrant Oregon District of Dayton! Perfect for families and large groups looking to explore the area or prepare for special events like weddings . With ample space for everyone, this home blends modern amenities with historic charm 🏡. Nearby attractions include: Oregon District (restaurants & shops 🛍️), Dayton Art Institute 🎨, National Museum of the U.S. Air Force ✈️ (15 mins away), Miami Valley Hospital 🏥 (5 mins), University of Dayton 🎓, and Day Air Ballpark ⚾.

Quaint 2-bed room cottage in historic district

Lovely cottage in St. Anne's Hill historic district, includes street parking. Beautiful restorations include original wood flooring and trim, remodeled bathrooms with radiant heat. Updated kitchen, spacious living room and dining room. New addition of second bedroom, laundry space, sunroom and backyard deck completed. Explore the charm of the local area is easy with a short walk to the local pub, Cafe, and restaurants , Oregon district, shops and eatery’s within two blocks.

NEW Oregon District Cozy Downtown Towhome

This guest townhouse is in the heart of the Oregon District, right next to all of Dayton’s best food & nightlife/events! The space is quaint and perfect for groups of 1-4, in a historic neighborhood, and incredible for quaint getaway. Please be aware that the other side of the home is also rented for guests, so while the spaces are completely separate, you may hear noise from other bookings. Please reach out if there are any issues. Come stay with us!

Heartland - Ground Level, 1st Floor

Take it easy at this unique and tranquil getaway. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

The Loft on 5th w/hot tub in the Oregon District

Enjoy your stay in the heart of Dayton's entertainment district. This beautiful building built in 1870 is right on the main strip, seconds away from breweries, pubs, bars, and restaurants in and around the Oregon District. Minutes away from the University of Dayton and Miami Valley Hospital. Located just east of I-75 and north I-35. A short 15 minute drive to WPAFB.